The Journal of Organic Chemistry

Chirospecific synthesis of (+)-pilocarpine

RS Compagnone, H Rapoport

Index: Compagnone, Reinaldo S.; Rapoport, Henry Journal of Organic Chemistry, 1986 , vol. 51, # 10 p. 1713 - 1719

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Citation Number: 69

Abstract

Earlier syntheses13-15 of (&)-la were based on the formation of the lactone ring at an early stage followed by various group transformation and construction of the imidazole ring in the final stages. These syntheses suffered from the burden of many steps, low yields, lack of stereoselectivity, and mixtures of N-methylimidazole regiosiomers. A later approach to (+)-la was based on using a preformed imidazole nucleus and building the lactone at a ...